(3S)-3β-Butyl-1,3,4,5-tetrahydroisobenzofuran-1-one
(3S)-3β-Butyl-1,3,4,5-tetrahydroisobenzofuran-1-one Basic information
- Product Name:
- (3S)-3β-Butyl-1,3,4,5-tetrahydroisobenzofuran-1-one
- Synonyms:
-
- (3S)-3β-Butyl-1,3,4,5-tetrahydroisobenzofuran-1-one
- (S)-3-Butyl-4,5-dihydroisobenzofuran-1(3H)-one
- Senkyunolide
- 1(3H)-Isobenzofuranone, 3-butyl-4,5-dihydro-, (S)-
- (-)-Sedanenolide
- (3S)-3-Butyl-4,5-dihydro-1(3H)-isobenzofuranone
- (S)-Sedanenolide
- Sedanenolide
- CAS:
- 63038-10-8
- MF:
- C12H16O2
- MW:
- 192.26
- Mol File:
- 63038-10-8.mol
(3S)-3β-Butyl-1,3,4,5-tetrahydroisobenzofuran-1-one Chemical Properties
- storage temp.
- Keep in dark place,Sealed in dry,Store in freezer, under -20°C
- solubility
- DMF: 5 mg/ml; DMSO: 5 mg/ml; Ethanol: 30 mg/ml; Ethanol:PBS(pH 7.2) (1:1): 0.5 mg/ml
- form
- Liquid
- color
- Colorless to light yellow
- LogP
- 1.775 (est)
(3S)-3β-Butyl-1,3,4,5-tetrahydroisobenzofuran-1-one Usage And Synthesis
Description
Senkyunolide A is a phthalide originally isolated from celery seed essential oil that has cytoprotective and antiproliferative activities. It protects against cell injury induced by corticosterone in PC12 cells in a time-dependent manner when used at concentrations ranging from 0.125 to 0.5 mg/ml and reduces corticosterone-induced apoptosis at a concentration of 0.5 mg/ml. It also reverses increases in protein levels of phosphatase 2A (PP2A) and α-synuclein and reverses decreases in the phosphorylated forms of PP2A and α-synuclein. Senkyunolide A inhibits cell proliferation of HT-29 colon cancer (IC50 = 54.17 μM) but not non-cancerous human CCD-18Co colon cells (IC50 = 109.11 μM).
Chemical Properties
A slightly yellow oily substance, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from the rhizome of Chuanxiong.
Definition
ChEBI: Senkyunolide is a member of 2-benzofurans.
References
[1] LEONARD F. BJELDANES In S K. Phthalide components of celery essential oil[J]. The Journal of Organic Chemistry, 1977, 42 13: 2333-2335. DOI: 10.1021/jo00433a033
[2] SHENGLAN GONG. Senkyunolide A protects corticosterone-induced cell apoptosis via modulating protein phosphatase 2A and α-synuclein[J]. bioRxiv?: the preprint server for biology, 2017, 24 1. DOI: 10.1101/145326
[3] WINNIE LAI TING KAN. Study of the anti-proliferative effects and synergy of phthalides from Angelica sinensis on colon cancer cells[J]. Journal of ethnopharmacology, 2008, 120 1: Pages 36-43. DOI: 10.1016/j.jep.2008.07.027
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(3S)-3β-Butyl-1,3,4,5-tetrahydroisobenzofuran-1-one(63038-10-8)Related Product Information
- 3-[(Z)-Butylidene]-5-hydroxyisobenzofuran-1(3H)-one
- Ethyl 4-hydroxy-3-methoxycinnamate
- Z-LIGUSTILIDE
- trans-Ferulic acid
- Ligustrazine Hydrochloride
- Angelicolide
- N-BUTYLIDENEPHTHALIDE
- Scutellarin
- RHOIFOLIN
- ABSINTHIN
- Senkyunolide I
- SCUTELLAREIN
- Myricetin
- MONOCROTALINE
- oxypaeoniflora
- Myricitrin
- Ammothamnine
- Senkyunolide H